Sanjoserealestatepro.com Search Results

$4,535,000

*Call for offers 10/16 at 11:00am.* Rare chance to acquire one, two, or all three multifamily properties located on contiguous parcels on Grand Boulevard in San Mateo. 315 (fourplex), 321 (triplex), and 327 (triplex) Grand Blvd (MLS# ML82022562, ML82024252, ML82015184). Available separately or combined. Potential to construct up to 12 ADUs per an ADU consultancys pre-feasibility study. These properties total 10 units, 6,369 SqFt of building area, and 22,873 SqFt of land. 315 Grand is renovated, has two vacancies, and the potential for 5 ADUs. 321 and 327 Grand are value add opportunities with below market rents and are fully leased. 321 Grand has the potential for 4 ADUs and 327 Grand has the potential for 3 ADUs. Conveniently located near Downtown San Mateo, residents enjoy walkable access to shops, dining, and entertainment, as well as proximity to Caltrain, Highway 101, and Highway 92, providing easy commutes throughout the Peninsula and Silicon Valley. The robust economy, excellent schools, high quality of life, rent growth, and ADU potential make 315, 321, and 327 Grand Blvd. a great opportunity for cash flow, appreciation, and development minded investors.

ML82024413 MLS

*Call for offers 10/16 at 11:00am.* Rare chance to acquire one, two, or all three multifamily properties located on contiguous parcels on Grand Boulevard in San Mateo. 315 (fourplex), 321 (triplex), and 327 (triplex) Grand Blvd (MLS# ML82022562, ML82024252, ML82015184). Available separately or combined. Potential to construct up to 12 ADUs per an ADU consultancys pre-feasibility study. These properties total 10 units, 6,369 SqFt of building area, and 22,873 SqFt of land. 315 Grand is renovated, has two vacancies, and the potential for 5 ADUs. 321 and 327 Grand are value add opportunities with below market rents and are fully leased. 321 Grand has the potential for 4 ADUs and 327 Grand has the potential for 3 ADUs. Conveniently located near Downtown San Mateo, residents enjoy walkable access to shops, dining, and entertainment, as well as proximity to Caltrain, Highway 101, and Highway 92, providing easy commutes throughout the Peninsula and Silicon Valley. The robust economy, excellent schools, high quality of life, rent growth, and ADU potential make 315, 321, and 327 Grand Blvd. a great opportunity for cash flow, appreciation, and development minded investors.

315-327 Grand BLVD, San Mateo

Listed by Ismael Benhamida, 408-373-6195 from Compass
(If provided) CoList: Hanna John Azar from Compass

Sold listing courtesy of Hanna John Azar from APR

$1,260,000

*Call for offers Thursday 10/16 at 11:00am.* 327 Grand Boulevard in San Mateo presents a rare investment opportunity in one of the Bay Area's most coveted submarkets. This well-maintained triplex offers stable income with tremendous upside potential. The 2,107 SqFt building is situated on a massive 7,651 SqFt lot and has two 2-Bed/1-Bath units and one 1-Bed/1-Bath unit. Potential to construct up to 3 ADUs per an ADU consultancys pre-feasibility study. All 3 units are currently occupied. Located in San Mateo's North Central neighborhood, just one mile from Downtown Burlingame's restaurants and boutiques and Downtown San Mateo's amenities. Convenient access to Highway 101 and Caltrain provides quick commutes to San Francisco and Silicon Valley. Coyote Point is 2.1 miles away and SFO is 5.3 miles away. The strong rent growth, proximity to Silicon Valley employers, and repositioning and ADU potential make 327 Grand Boulevard an exceptional opportunity for cash flow, appreciation, and development minded investors. Note: The adjacent triplex at 321 Grand Boulevard and the fourplex at 315 Grand Boulevard are also available for sale.* Offering Memorandum and disclosures available.

5 Beds ⋅ ML82024252 MLS

*Call for offers Thursday 10/16 at 11:00am.* 327 Grand Boulevard in San Mateo presents a rare investment opportunity in one of the Bay Area's most coveted submarkets. This well-maintained triplex offers stable income with tremendous upside potential. The 2,107 SqFt building is situated on a massive 7,651 SqFt lot and has two 2-Bed/1-Bath units and one 1-Bed/1-Bath unit. Potential to construct up to 3 ADUs per an ADU consultancys pre-feasibility study. All 3 units are currently occupied. Located in San Mateo's North Central neighborhood, just one mile from Downtown Burlingame's restaurants and boutiques and Downtown San Mateo's amenities. Convenient access to Highway 101 and Caltrain provides quick commutes to San Francisco and Silicon Valley. Coyote Point is 2.1 miles away and SFO is 5.3 miles away. The strong rent growth, proximity to Silicon Valley employers, and repositioning and ADU potential make 327 Grand Boulevard an exceptional opportunity for cash flow, appreciation, and development minded investors. Note: The adjacent triplex at 321 Grand Boulevard and the fourplex at 315 Grand Boulevard are also available for sale.* Offering Memorandum and disclosures available.

327 Grand BLVD, San Mateo

Listed by Ismael Benhamida, 408-373-6195 from Compass
(If provided) CoList: Hanna John Azar from Compass

Sold listing courtesy of Ismael Benhamida from PACU

$1,550,000

Duplex Opportunity 4 Blocks From Burlingame Avenue! With roots dating back to circa 1925, this duplex is located just 4 blocks from Burlingame Avenue shops, restaurants, and Caltrain. Options abound - use as an investment property with two rentals, live in one and rent the other one out, or use both for a multi-generational family. Period details such as glass doorknobs and a charming telephone niche combine with some fresh updates in each unit, including interior paint, refinished hardwood floors, and kitchen flooring. The rear yard is extra-deep and offers flexibility of use and future potential. Downtown proximity, a nod to San Mateo's past, and updated conveniences - this is an opportunity not to be missed!

2 Beds ⋅ ML82023940 MLS

Duplex Opportunity 4 Blocks From Burlingame Avenue! With roots dating back to circa 1925, this duplex is located just 4 blocks from Burlingame Avenue shops, restaurants, and Caltrain. Options abound - use as an investment property with two rentals, live in one and rent the other one out, or use both for a multi-generational family. Period details such as glass doorknobs and a charming telephone niche combine with some fresh updates in each unit, including interior paint, refinished hardwood floors, and kitchen flooring. The rear yard is extra-deep and offers flexibility of use and future potential. Downtown proximity, a nod to San Mateo's past, and updated conveniences - this is an opportunity not to be missed!

828 Highland AVE, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Ismael Benhamida from PACU

$2,830,000

Welcome to this beautifully remodeled Spanish-style home that effortlessly blends old-world charm with modern luxury in the heart of San Mateo. Timeless architectural details such as arched doorways and tile accents pair seamlessly with contemporary finishes and an updated layout. The main home offers 4 bedrooms and 3 bathrooms across a thoughtfully designed floor plan, ideal for today's lifestyle. From the moment you step inside, you're greeted by an open and airy living space with updated finishes, contemporary lighting, and designer touches throughout. The chef's kitchen is a true centerpiece, featuring premium appliances, custom cabinetry, and elegant countertops -perfect for both everyday living and entertaining. Step outside to a private backyard retreat, where a sparkling pool invites relaxation and a covered porch with a built-in outdoor kitchen sets the stage for seamless indoor-outdoor living. Completing the property is a beautiful ADU, offering its own bedroom, bathroom, full kitchen, and living/dining area, along with a 2-car garage-ideal for extended family, guests, or potential rental income. Located near downtown San Mateo, top-rated schools, parks, and major commuter routes, this turnkey home is the perfect blend of historic character and modern convenience.

5 Beds ⋅ 4 Baths ⋅ ML82023781 MLS

Welcome to this beautifully remodeled Spanish-style home that effortlessly blends old-world charm with modern luxury in the heart of San Mateo. Timeless architectural details such as arched doorways and tile accents pair seamlessly with contemporary finishes and an updated layout. The main home offers 4 bedrooms and 3 bathrooms across a thoughtfully designed floor plan, ideal for today's lifestyle. From the moment you step inside, you're greeted by an open and airy living space with updated finishes, contemporary lighting, and designer touches throughout. The chef's kitchen is a true centerpiece, featuring premium appliances, custom cabinetry, and elegant countertops -perfect for both everyday living and entertaining. Step outside to a private backyard retreat, where a sparkling pool invites relaxation and a covered porch with a built-in outdoor kitchen sets the stage for seamless indoor-outdoor living. Completing the property is a beautiful ADU, offering its own bedroom, bathroom, full kitchen, and living/dining area, along with a 2-car garage-ideal for extended family, guests, or potential rental income. Located near downtown San Mateo, top-rated schools, parks, and major commuter routes, this turnkey home is the perfect blend of historic character and modern convenience.

840 N Idaho ST, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Sam Bird-Robinson from COMPS

$2,228,888

Welcome to this beautifully updated Ranch-style home in the desirable Beresford Park neighborhood. The main residence offers 2 bedrooms + den and 2 full bathrooms, featuring hardwood floors, fresh interior paint, updated lighting, and renovated bathrooms. A spacious living room with a wood-burning fireplace, a dining area, and a bright kitchen ideal for modern living. The primary suite offers dual closets and a remodeled en suite bath with an oversized shower featuring two shower heads and a rain shower. A generous guest bedroom with French doors and a sunny den provide flexible space for work or relaxation. The detached 1-bedroom cottage includes a full kitchen, bathroom, and in-unit laundry perfect for guests, extended family, rental income, or a private office. The private backyard features a lush lawn, raised planter beds, and a large covered stone patio, ideal for outdoor entertaining. Fantastic location close to Hillsdale Mall, Cinepolis, Refuge, Pinstripes and the shops and restaurants on 25th Avenue. Just blocks from Beresford Park

3 Beds ⋅ 3 Baths ⋅ ML82023731 MLS

Welcome to this beautifully updated Ranch-style home in the desirable Beresford Park neighborhood. The main residence offers 2 bedrooms + den and 2 full bathrooms, featuring hardwood floors, fresh interior paint, updated lighting, and renovated bathrooms. A spacious living room with a wood-burning fireplace, a dining area, and a bright kitchen ideal for modern living. The primary suite offers dual closets and a remodeled en suite bath with an oversized shower featuring two shower heads and a rain shower. A generous guest bedroom with French doors and a sunny den provide flexible space for work or relaxation. The detached 1-bedroom cottage includes a full kitchen, bathroom, and in-unit laundry perfect for guests, extended family, rental income, or a private office. The private backyard features a lush lawn, raised planter beds, and a large covered stone patio, ideal for outdoor entertaining. Fantastic location close to Hillsdale Mall, Cinepolis, Refuge, Pinstripes and the shops and restaurants on 25th Avenue. Just blocks from Beresford Park

225 28th AVE, San Mateo

Listed by Joe Day, 510-332-9902 from Compass
(If provided) CoList: from

Sold listing courtesy of Joe Day from COMPS

$3,020,000

On a tranquil cul-de-sac near Laurelwood Park is a family-friendly home ready for the next generation. From the curb, the home is traditional in style with neatly manicured trees, shrubs and emerald lawn, and red brick detailing that carries to the façade and front porch. Inside, the drama begins. The front door opens to a two-story foyer that astounds with sweeping hardwood floors, soaring vaulted ceilings, skylights and spacious rooms with generous windows, boasting 2,960+/- sf of interior living space. A greeting room with wet bar, grand living room with stately fireplace and elegant dining room set the stage for formal entertaining, while the great room is ideal for laid-back gatherings, with the family room, kitchen and breakfast area opening to the backyard patio for yet another entertaining venue. For quiet retreat, three of four bedrooms are on the first floor, including Suite 2 with backyard access. Suite 1 occupies the entire upstairs. While both have walk-in closets and ensuite baths, Suite 1 has an office, a sitting room, fireplace, kitchenette, private study and terrace overlooking the flourishing backyard landscape with sculpted patio.

4 Beds ⋅ 3 Baths ⋅ ML82023709 MLS

On a tranquil cul-de-sac near Laurelwood Park is a family-friendly home ready for the next generation. From the curb, the home is traditional in style with neatly manicured trees, shrubs and emerald lawn, and red brick detailing that carries to the façade and front porch. Inside, the drama begins. The front door opens to a two-story foyer that astounds with sweeping hardwood floors, soaring vaulted ceilings, skylights and spacious rooms with generous windows, boasting 2,960+/- sf of interior living space. A greeting room with wet bar, grand living room with stately fireplace and elegant dining room set the stage for formal entertaining, while the great room is ideal for laid-back gatherings, with the family room, kitchen and breakfast area opening to the backyard patio for yet another entertaining venue. For quiet retreat, three of four bedrooms are on the first floor, including Suite 2 with backyard access. Suite 1 occupies the entire upstairs. While both have walk-in closets and ensuite baths, Suite 1 has an office, a sitting room, fireplace, kitchenette, private study and terrace overlooking the flourishing backyard landscape with sculpted patio.

1418 Crestwood CT, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of Edwin K. Su from RLST

$1,920,000

Step into this beautiful home in the coveted Sugarloaf neighborhood, where comfort, style & a serene private setting come together. The main level features a bright & spacious living room w/ vaulted ceilings & direct access to a deck w/ peaceful tree viewsperfect for relaxation/entertaining. The living room flows seamlessly into the formal dining area, while the inviting family room offers additional access to a side yard & rear deck for indoor-outdoor living. A well-appointed kitchen, convenient laundry room & guest half bathroom complete the main floor. Upstairs, the expansive primary suite serves as a true retreat w/ its own private patio deck & a stunning en-suite bathroom. Two additional bedrooms & a full bathroom complete the upper level, providing plenty of space for family/guests. Additional highlights include a two-car side-by-side garage, ample storage & an excellent location. Zone for HIGHLY rated Belmont Schools (Buyers to confirm). This home is conveniently situated near major freeways, shopping, dining & is centrally located between SF & Silicon Valley, making commuting a breeze. Combining natural surroundings, a functional layout & modern comforts, this home is a rare find in one of the most desirable neighborhoods. Dont miss this opportunity to make it yours!

3 Beds ⋅ 3 Baths ⋅ ML82023574 MLS ⋅ Sugarloaf HOA BLDG.

Step into this beautiful home in the coveted Sugarloaf neighborhood, where comfort, style & a serene private setting come together. The main level features a bright & spacious living room w/ vaulted ceilings & direct access to a deck w/ peaceful tree viewsperfect for relaxation/entertaining. The living room flows seamlessly into the formal dining area, while the inviting family room offers additional access to a side yard & rear deck for indoor-outdoor living. A well-appointed kitchen, convenient laundry room & guest half bathroom complete the main floor. Upstairs, the expansive primary suite serves as a true retreat w/ its own private patio deck & a stunning en-suite bathroom. Two additional bedrooms & a full bathroom complete the upper level, providing plenty of space for family/guests. Additional highlights include a two-car side-by-side garage, ample storage & an excellent location. Zone for HIGHLY rated Belmont Schools (Buyers to confirm). This home is conveniently situated near major freeways, shopping, dining & is centrally located between SF & Silicon Valley, making commuting a breeze. Combining natural surroundings, a functional layout & modern comforts, this home is a rare find in one of the most desirable neighborhoods. Dont miss this opportunity to make it yours!

1657 Sugarloaf DR, San Mateo

Listed by Alex Lam, 415-860-5092 from Compass
(If provided) CoList: Kristle Lam from Compass

Sold listing courtesy of Fan Wang from KWCU

$3,730,000

Located in desirable Beresford Park, this gorgeous new construction home blends modern luxury with timeless design. Situated on a corner lot and zoned for the highly regarded Aragon HS, this 4 bedroom, 3-bathroom home offers the best of both comfort and convenience. Step inside the soaring high ceilings, abundant natural light, and a clean transitional aesthetic. The open-concept floor plan seamlessly connects the oversized living room-with its statement fireplace- to the chef's kitchen, where custom cabinetry, designer finishes, and high-end appliances including a Sub-Zero refrigerator, Wolf range, and Wolf microwave drawer take center stage. Enjoy effortless indoor-outdoor living with bifold doors that extend the entertaining space to the yard. The flexible layout includes a main-level bedroom, perfect for guests or a home office, and three upstairs bedrooms, including a luxurious primary suite with a walk-in closet and adjacent loft. Spa-inspired bathrooms feature Hansgrohe fixtures and custom vanities, while smart lighting in the living areas lets you set the perfect ambiance with just a tap or voice command. Adding to its appeal, the home is within walking distance to Peninsula Golf & Country Club, prestigious public and private schools, local markets and Beresford Park.

4 Beds ⋅ 3 Baths ⋅ ML82023565 MLS

Located in desirable Beresford Park, this gorgeous new construction home blends modern luxury with timeless design. Situated on a corner lot and zoned for the highly regarded Aragon HS, this 4 bedroom, 3-bathroom home offers the best of both comfort and convenience. Step inside the soaring high ceilings, abundant natural light, and a clean transitional aesthetic. The open-concept floor plan seamlessly connects the oversized living room-with its statement fireplace- to the chef's kitchen, where custom cabinetry, designer finishes, and high-end appliances including a Sub-Zero refrigerator, Wolf range, and Wolf microwave drawer take center stage. Enjoy effortless indoor-outdoor living with bifold doors that extend the entertaining space to the yard. The flexible layout includes a main-level bedroom, perfect for guests or a home office, and three upstairs bedrooms, including a luxurious primary suite with a walk-in closet and adjacent loft. Spa-inspired bathrooms feature Hansgrohe fixtures and custom vanities, while smart lighting in the living areas lets you set the perfect ambiance with just a tap or voice command. Adding to its appeal, the home is within walking distance to Peninsula Golf & Country Club, prestigious public and private schools, local markets and Beresford Park.

2001 La Salle DR, San Mateo

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Debbie Livingston from APR

$1,830,000

Introducing 245 Grand Blvd- a well-maintained, income-producing 4-unit multifamily property located in the heart of San Mateo, one of the Peninsula's most desirable and centrally located cities. Each of the four units offers a 1-bedroom, 1-bathroom layout, providing a versatile investment opportunity for both seasoned investors and owner-occupiers. This classic property boasts well-proportioned floor plans, with bright interiors, functional kitchens, and strong rental appeal. It offers easy access to Downtown San Mateo, major commute corridors including Highway 101 & 92, and proximity to SFO, tech campuses, and public transit. Whether you're looking to live in one unit and rent out the others or expand your real estate portfolio with a solid cash-flowing asset, 245 Grand Blvd checks all the boxes.

4 Beds ⋅ 4 Baths ⋅ ML82023398 MLS

Introducing 245 Grand Blvd- a well-maintained, income-producing 4-unit multifamily property located in the heart of San Mateo, one of the Peninsula's most desirable and centrally located cities. Each of the four units offers a 1-bedroom, 1-bathroom layout, providing a versatile investment opportunity for both seasoned investors and owner-occupiers. This classic property boasts well-proportioned floor plans, with bright interiors, functional kitchens, and strong rental appeal. It offers easy access to Downtown San Mateo, major commute corridors including Highway 101 & 92, and proximity to SFO, tech campuses, and public transit. Whether you're looking to live in one unit and rent out the others or expand your real estate portfolio with a solid cash-flowing asset, 245 Grand Blvd checks all the boxes.

245 Grand BLVD, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Kulda Group from KWPEN

$2,500,000

Welcome to 330 41st Avenue, a beautifully maintained residence nestled in San Mateos highly sought-after Westwood Knoll neighborhood. This elegant 4-bedroom, 3-bath home offers 2,410 sq. ft. of refined living space on an expansive 11,088 sq. ft. lot, highlighted by stunning views of the Bay and San Francisco skyline. Lots of natural light, the interiors feature a warm and inviting flow, perfect for both everyday living and entertaining. The chef-inspired kitchen is equipped with stainless steel appliances and a Wolf stove, ideal for the gourmet cook and anyone who loves to entertain. The first 4 photos are AI enhanced with a color change of the walls being white. Outside, the terraced grounds provide four distinct patio areas, offering multiple options for outdoor dining, gatherings, or simply relaxing while enjoying the tranquil setting. A new sewer lateral installed in 2024. With easy access to San Francisco, SFO Airport, Highway 280, and 101, the location is ideal for commuters and travelers alike. The homes layout also offers excellent potential for multi-generational living, providing flexibility and comfort for a variety of lifestyles. A true gem in the heart of San Mateo.

4 Beds ⋅ 3 Baths ⋅ ML82021639 MLS

Welcome to 330 41st Avenue, a beautifully maintained residence nestled in San Mateos highly sought-after Westwood Knoll neighborhood. This elegant 4-bedroom, 3-bath home offers 2,410 sq. ft. of refined living space on an expansive 11,088 sq. ft. lot, highlighted by stunning views of the Bay and San Francisco skyline. Lots of natural light, the interiors feature a warm and inviting flow, perfect for both everyday living and entertaining. The chef-inspired kitchen is equipped with stainless steel appliances and a Wolf stove, ideal for the gourmet cook and anyone who loves to entertain. The first 4 photos are AI enhanced with a color change of the walls being white. Outside, the terraced grounds provide four distinct patio areas, offering multiple options for outdoor dining, gatherings, or simply relaxing while enjoying the tranquil setting. A new sewer lateral installed in 2024. With easy access to San Francisco, SFO Airport, Highway 280, and 101, the location is ideal for commuters and travelers alike. The homes layout also offers excellent potential for multi-generational living, providing flexibility and comfort for a variety of lifestyles. A true gem in the heart of San Mateo.

330 41st AVE, San Mateo

Listed by Tracey McNeely, 408-401-6501 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of C.T. Harris from SGP

$2,200,000

Come and enjoy this rarely available corner unit built by Tri-point homes and part of the Canterbury development of Bay Meadows. Built in 2013 and overlooking green space, this is one of the most desirable of floor-plans. The welcoming front porch feels like a single family home and enters the main level of living space with open kitchen, dining, living and half bath. Upstairs you will love the 3 spacious bedrooms. The primary suite enjoys extra high ceilings and extra windows as well as an en suite bath and walk in closet. The 2 additional bedrooms share a bath with tub. The bottom floor has a side by side garage and fourth bedroom suite. Bay Meadows is centrally located to parks, shopping, dining and the train.

4 Beds ⋅ 4 Baths ⋅ ML82023135 MLS

Come and enjoy this rarely available corner unit built by Tri-point homes and part of the Canterbury development of Bay Meadows. Built in 2013 and overlooking green space, this is one of the most desirable of floor-plans. The welcoming front porch feels like a single family home and enters the main level of living space with open kitchen, dining, living and half bath. Upstairs you will love the 3 spacious bedrooms. The primary suite enjoys extra high ceilings and extra windows as well as an en suite bath and walk in closet. The 2 additional bedrooms share a bath with tub. The bottom floor has a side by side garage and fourth bedroom suite. Bay Meadows is centrally located to parks, shopping, dining and the train.

402 Longden AVE, San Mateo

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Lana Miles from COMPS

$3,680,000

Estate-caliber living with signature Hillsborough elegance unfolds in this rare contemporary 5BR/3.5BA residence just moments from downtown San Mateo. Secluded beyond a stately hedge and a prestigious gated entrance, the grounds are enveloped in lush, mature landscaping that creates an atmosphere of unrivaled privacy. Elevated ceilings, oak flooring, expansive walls of glass, built-ins, and distinct architectural details enhance the aesthetic. A dramatic foyer introduces distinguished interiors where formal living and dining rooms flow effortlessly into open-concept casual spaces, ideal for both entertaining and comfortable day-to-day living. The chefs kitchen is a showpiece, appointed with premium appliances, custom cabinetry, sleek stone surfaces, and designer finishes, all overlooking the inviting family room and beautifully manicured rear yard. Completing the main level is a versatile bedroom or office, a half bath, a well-equipped laundry room, and an impressive custom wine fridge. Upstairs, the vaulted-ceiling primary suite is a private retreat with a sublime ensuite bath, offering a haven from the everyday. A second ensuite bedroom, two additional bedrooms, and a hall bathroom round out the upper level. Primely located near shopping, dining, Caltrain, and conveniences!

5 Beds ⋅ 4 Baths ⋅ ML82023068 MLS

Estate-caliber living with signature Hillsborough elegance unfolds in this rare contemporary 5BR/3.5BA residence just moments from downtown San Mateo. Secluded beyond a stately hedge and a prestigious gated entrance, the grounds are enveloped in lush, mature landscaping that creates an atmosphere of unrivaled privacy. Elevated ceilings, oak flooring, expansive walls of glass, built-ins, and distinct architectural details enhance the aesthetic. A dramatic foyer introduces distinguished interiors where formal living and dining rooms flow effortlessly into open-concept casual spaces, ideal for both entertaining and comfortable day-to-day living. The chefs kitchen is a showpiece, appointed with premium appliances, custom cabinetry, sleek stone surfaces, and designer finishes, all overlooking the inviting family room and beautifully manicured rear yard. Completing the main level is a versatile bedroom or office, a half bath, a well-equipped laundry room, and an impressive custom wine fridge. Upstairs, the vaulted-ceiling primary suite is a private retreat with a sublime ensuite bath, offering a haven from the everyday. A second ensuite bedroom, two additional bedrooms, and a hall bathroom round out the upper level. Primely located near shopping, dining, Caltrain, and conveniences!

47 El Cerrito AVE, San Mateo

Listed by Nicholas Delis, 650-515-6394 from Compass
(If provided) CoList: from

Sold listing courtesy of Lizi Tabet from APR

$2,400,000

Find Your Haven in Laurelwood. At the quiet end of a Laurelwood cul-de-sac, 1656 Oakwood Drive is the kind of home that makes weekends feel like vacation. Sunlit living and family rooms spill onto three separate outdoor decks, down to a sparkling, solar-heated pool and a detached studio with half bath which is perfect as an office, gym, or pool cabana. Inside, hand-hewn engineered floors, old-world textured walls, and LED lighting set a warm, modern tone. The kitchen delivers stainless appliances with convection oven, microwave, and induction cooktop, plus smart in-drawer outlets for a tucked-away coffee station or appliance garage. Three bedrooms and two baths include a serene primary with a custom closet system; dual-pane Low-E windows and sun tunnels keep everything bright and efficient. A rare 3-car garage with loft swallows gear and weekend projects with ease. Moments to Laurelwood Park trails, the Laurelwood Center & CSM Farmers Market, Crystal Springs, and fast highway 92,280, and 101 access, this is a private retreat with great neighborhood vibes, everyday convenience, and true indoor & outdoor living.

3 Beds ⋅ 2 Baths ⋅ ML82022906 MLS

Find Your Haven in Laurelwood. At the quiet end of a Laurelwood cul-de-sac, 1656 Oakwood Drive is the kind of home that makes weekends feel like vacation. Sunlit living and family rooms spill onto three separate outdoor decks, down to a sparkling, solar-heated pool and a detached studio with half bath which is perfect as an office, gym, or pool cabana. Inside, hand-hewn engineered floors, old-world textured walls, and LED lighting set a warm, modern tone. The kitchen delivers stainless appliances with convection oven, microwave, and induction cooktop, plus smart in-drawer outlets for a tucked-away coffee station or appliance garage. Three bedrooms and two baths include a serene primary with a custom closet system; dual-pane Low-E windows and sun tunnels keep everything bright and efficient. A rare 3-car garage with loft swallows gear and weekend projects with ease. Moments to Laurelwood Park trails, the Laurelwood Center & CSM Farmers Market, Crystal Springs, and fast highway 92,280, and 101 access, this is a private retreat with great neighborhood vibes, everyday convenience, and true indoor & outdoor living.

1656 Oakwood DR, San Mateo

Listed by Olivia Mcnally, 650-576-6666 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of Joe Polyak from RISE

$1,879,000

Welcome home to 1757 S Norfolk Street - beautifully & meticulously renovated 2-level single family home in San Mateo! Step inside and enjoy the New York loft inspired design w/ everyday smart-home comfort. This home features 4 bedroom & 3 bathrooms & includes 2 bedroom suites w/ full en-suite bathrooms - one spanning the entire upper level for a more private feel & the other conveniently on the main floor. Enjoy the one of a kind find - striking steel accents crafted from reclaimed Bay Bridge steel beams in the foyer & living room. Ideal floor plan that opens for entertaining your family & friends - living room, dining, & kitchen all flow into the fenced backyard effortlessly. Brand new lawn in the backyard for the whole family to enjoy along w/ a perfect area for outdoor dining & BBQs. Your new home features smart-home tech management of lights, multi-room audio, dual zone A/C & heat management, & locks & security all controlled through your phone, voice, or the convenient iPads throughout. There was no small feature missed when remodeling. Enjoy a central San Mateo location w/ top schools near Hillsdale Shopping Center, Mariners Island Parks, peaceful Foster City Lagoons, The Bay Trail, & quick access to 101/92 for easy Peninsula & Silicon Valley commutes.

4 Beds ⋅ 3 Baths ⋅ ML82018479 MLS

Welcome home to 1757 S Norfolk Street - beautifully & meticulously renovated 2-level single family home in San Mateo! Step inside and enjoy the New York loft inspired design w/ everyday smart-home comfort. This home features 4 bedroom & 3 bathrooms & includes 2 bedroom suites w/ full en-suite bathrooms - one spanning the entire upper level for a more private feel & the other conveniently on the main floor. Enjoy the one of a kind find - striking steel accents crafted from reclaimed Bay Bridge steel beams in the foyer & living room. Ideal floor plan that opens for entertaining your family & friends - living room, dining, & kitchen all flow into the fenced backyard effortlessly. Brand new lawn in the backyard for the whole family to enjoy along w/ a perfect area for outdoor dining & BBQs. Your new home features smart-home tech management of lights, multi-room audio, dual zone A/C & heat management, & locks & security all controlled through your phone, voice, or the convenient iPads throughout. There was no small feature missed when remodeling. Enjoy a central San Mateo location w/ top schools near Hillsdale Shopping Center, Mariners Island Parks, peaceful Foster City Lagoons, The Bay Trail, & quick access to 101/92 for easy Peninsula & Silicon Valley commutes.

1757 S Norfolk ST, San Mateo

Listed by Mindy Yasuda, 650-200-8077 from KW Advisors
(If provided) CoList: Jennie Lok from KW Advisors

Sold listing courtesy of Kathy Tai from GGP2V

$2,800,000

Welcome to 930 Rosewood Drive, a timeless Spanish-style treasure nestled on one of Hayward Parks most picturesque tree-lined streets. From the moment you arrive, the classic terracotta-tiled porch and charming facade invite you inside to discover a home rich with character and warmth. Perfectly positioned within walking distance of downtowns vibrant shops, restaurants, and parks, this residence offers both convenience and community. Set on a generous level lot with expansive indoor and outdoor living spaces, it blends original architectural details with thoughtful updates, creating a home designed for gathering, relaxing, and everyday enjoyment. Open House Tuesday (9/30) from 10:00am to 12:30pm

3 Beds ⋅ 3 Baths ⋅ ML82022968 MLS

Welcome to 930 Rosewood Drive, a timeless Spanish-style treasure nestled on one of Hayward Parks most picturesque tree-lined streets. From the moment you arrive, the classic terracotta-tiled porch and charming facade invite you inside to discover a home rich with character and warmth. Perfectly positioned within walking distance of downtowns vibrant shops, restaurants, and parks, this residence offers both convenience and community. Set on a generous level lot with expansive indoor and outdoor living spaces, it blends original architectural details with thoughtful updates, creating a home designed for gathering, relaxing, and everyday enjoyment. Open House Tuesday (9/30) from 10:00am to 12:30pm

930 Rosewood DR, San Mateo

Listed by Katherine Celotti, 650-740-2041 from Compass
(If provided) CoList: Greg Celotti from Compass

Sold listing courtesy of Amadee Vongthongsri from CBR

$2,900,888

Enjoy an easy stroll to town from this property's prime location in San Mateo Park. This storybook home captures the timeless architectural character for which the area is so well known. Freshly painted interiors, refinished hardwood floors, and period details create a magical setting ready for the new owner's interpretation. Magnificent formal rooms are contrasted with a large and inviting family room located at the rear of the home, while an office/den offers a quiet hideaway from the activity of the bright eat-in kitchen. There are 3 bedrooms upstairs including a spacious primary suite and an additional room that is well-suited for a nursery or office. Out back is shaded by Redwoods, a sunswept brick patio and a pergola provide ideal outdoor living. On the market for the first time in 62 years. This property reflects the heritage of one of the Parks early custom homes that exudes the grace of a bygone era, while also offering the opportunity for thoughtful updates to further meet todays lifestyle. Listing broker hereby discloses that they grew up in this property and is the sole trustee in this trust sale. This disclosure is provided for informational purposes only and does not affect the broker's duties of honesty, fair dealing, and fiduciary responsibility to all parties.

3 Beds ⋅ 3 Baths ⋅ ML82022958 MLS

Enjoy an easy stroll to town from this property's prime location in San Mateo Park. This storybook home captures the timeless architectural character for which the area is so well known. Freshly painted interiors, refinished hardwood floors, and period details create a magical setting ready for the new owner's interpretation. Magnificent formal rooms are contrasted with a large and inviting family room located at the rear of the home, while an office/den offers a quiet hideaway from the activity of the bright eat-in kitchen. There are 3 bedrooms upstairs including a spacious primary suite and an additional room that is well-suited for a nursery or office. Out back is shaded by Redwoods, a sunswept brick patio and a pergola provide ideal outdoor living. On the market for the first time in 62 years. This property reflects the heritage of one of the Parks early custom homes that exudes the grace of a bygone era, while also offering the opportunity for thoughtful updates to further meet todays lifestyle. Listing broker hereby discloses that they grew up in this property and is the sole trustee in this trust sale. This disclosure is provided for informational purposes only and does not affect the broker's duties of honesty, fair dealing, and fiduciary responsibility to all parties.

215 Warren RD, San Mateo

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of Hira Bakhsh from SZIR01

$2,400,000

SC Properties is pleased to present. This multi-family property offers a total of 5,740 square feet of living space on a generous 13,500 square foot lot. The property features a beautifully remodeled duplex, each unit offering 2 bedrooms and 2 baths with tasteful finishes throughout. TPO roof on the duplex was installed in 2025, and the sewer lateral was replaced in 2024. The duplex and single-family home have separate utilities. Additionally, there is a spacious 3,500 square foot single-family home with two stories and a basement, providing ample space for a large family. Built in 1935 and recently remodeled in 2016, this property is equipped with modern amenities and individually metered units. The private yards offer a secluded outdoor space for each unit. Located in a desirable neighborhood, this property provides convenient access to Bay Meadows, Hilldale Mall, local schools, parks, and dining options. With parking available in the carport and on the street, tenants will never have to worry about finding a space. Offered at $2,395,000, this multi-family property is the perfect opportunity for investors or those looking to live in one unit and rent out the others. Don't miss out on this rare find.

8 Beds ⋅ ML82022896 MLS

SC Properties is pleased to present. This multi-family property offers a total of 5,740 square feet of living space on a generous 13,500 square foot lot. The property features a beautifully remodeled duplex, each unit offering 2 bedrooms and 2 baths with tasteful finishes throughout. TPO roof on the duplex was installed in 2025, and the sewer lateral was replaced in 2024. The duplex and single-family home have separate utilities. Additionally, there is a spacious 3,500 square foot single-family home with two stories and a basement, providing ample space for a large family. Built in 1935 and recently remodeled in 2016, this property is equipped with modern amenities and individually metered units. The private yards offer a secluded outdoor space for each unit. Located in a desirable neighborhood, this property provides convenient access to Bay Meadows, Hilldale Mall, local schools, parks, and dining options. With parking available in the carport and on the street, tenants will never have to worry about finding a space. Offered at $2,395,000, this multi-family property is the perfect opportunity for investors or those looking to live in one unit and rent out the others. Don't miss out on this rare find.

58 E 39th AVE, San Mateo

Listed by Rachid Atie, 650-868-0202 from SC Properties
(If provided) CoList: Chris Giotinis from SC Properties

Sold listing courtesy of Rinat Kaufman from CBR

$1,825,000

Experience modern luxury living at 149 W. 3rd Avenue, an elegant residence in one of San Mateo's premier newer-construction condo communities. Perfectly positioned in the heart of Downtown San Mateo/Baywood, this home is just steps from acclaimed dining and shopping, including Backhaus Bakery, Pausa, Central Park, Caltrain & highways 92, 101 & 280. This thoughtfully designed, top floor 2-bedroom, 2-bath condo with office features an open floor plan with a seamless flow between the living, dining, and kitchen spaces. The living room is accented by striking wood beam ceilings, while the dining area opens directly to the kitchen, creating the ideal layout for entertaining. The chefs kitchen boasts luxury appliances, sleek finishes, and abundant storage. Additional highlights include a dedicated office, a laundry room with storage, and three private patios with treetop views that extend the living space outdoors. Comfort is ensured year-round with central heat & air conditioning. There is two-car parking in a secure garage and a large private storage room at the garage level. Elevatored building with guest parking spaces. This is a rare opportunity to own a sophisticated urban retreat in one of the Peninsula's most vibrant locations.

2 Beds ⋅ 2 Baths ⋅ ML82022813 MLS

Experience modern luxury living at 149 W. 3rd Avenue, an elegant residence in one of San Mateo's premier newer-construction condo communities. Perfectly positioned in the heart of Downtown San Mateo/Baywood, this home is just steps from acclaimed dining and shopping, including Backhaus Bakery, Pausa, Central Park, Caltrain & highways 92, 101 & 280. This thoughtfully designed, top floor 2-bedroom, 2-bath condo with office features an open floor plan with a seamless flow between the living, dining, and kitchen spaces. The living room is accented by striking wood beam ceilings, while the dining area opens directly to the kitchen, creating the ideal layout for entertaining. The chefs kitchen boasts luxury appliances, sleek finishes, and abundant storage. Additional highlights include a dedicated office, a laundry room with storage, and three private patios with treetop views that extend the living space outdoors. Comfort is ensured year-round with central heat & air conditioning. There is two-car parking in a secure garage and a large private storage room at the garage level. Elevatored building with guest parking spaces. This is a rare opportunity to own a sophisticated urban retreat in one of the Peninsula's most vibrant locations.

149 W 3rd AVE, San Mateo

Listed by Cheryl A. Bower, 415-999-3450 from Compass
(If provided) CoList: from

Sold listing courtesy of Gilson Team from MCGR

$2,330,000

Mid-century charmer in sought-after Beresford Manor near schools, parks, shopping, and the neighborhood Farmers Market. Traditional in style and well-cared-for, this single-level home boasts an 1890 sq. ft. layout with pleasant surprises indoors and out. Home highlights include a formal living room with floor-to-ceiling stacked stone fireplace and open dining area with modern chandelier, an eat-in kitchen anchored by striking stone countertops that add refinement and complement tones in the cabinetry and suite of stainless steel appliances, and a family room with a stunning wall of painted brick that integrates a fireplace, wet bar and barbecue, and opens to the side atrium (shared with kitchen) and private backyard oasis with a deck, emerald lawn and stately, verdant trees. Adding to the appeal, a privately situated bedroom suite also opens to the peaceful back yard for private rendezvous and late night stargazing. With a freshly painted interior and exterior, refinished hardwood floors, recessed lighting, and new light fixtures, kitchen counters, carpeting, fencing and refreshed landscaping, this turnkey home is ready for year-round enjoyment.

3 Beds ⋅ 3 Baths ⋅ ML82022807 MLS

Mid-century charmer in sought-after Beresford Manor near schools, parks, shopping, and the neighborhood Farmers Market. Traditional in style and well-cared-for, this single-level home boasts an 1890 sq. ft. layout with pleasant surprises indoors and out. Home highlights include a formal living room with floor-to-ceiling stacked stone fireplace and open dining area with modern chandelier, an eat-in kitchen anchored by striking stone countertops that add refinement and complement tones in the cabinetry and suite of stainless steel appliances, and a family room with a stunning wall of painted brick that integrates a fireplace, wet bar and barbecue, and opens to the side atrium (shared with kitchen) and private backyard oasis with a deck, emerald lawn and stately, verdant trees. Adding to the appeal, a privately situated bedroom suite also opens to the peaceful back yard for private rendezvous and late night stargazing. With a freshly painted interior and exterior, refinished hardwood floors, recessed lighting, and new light fixtures, kitchen counters, carpeting, fencing and refreshed landscaping, this turnkey home is ready for year-round enjoyment.

309 26th AVE, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: Peter Baumann from Compass

Sold listing courtesy of Taylor Kobayashi from APR

$1,425,000

*Call for offers Thursday 10/16 at 11:00am.*Rare single story triplex consisting of a stand alone cottage and a duplex building on a large 7,631 SqFt lot in one of the Bay Area's most coveted submarkets. Located in close proximity to Downtown Burlingame, Downtown San Mateo, SFO and other landmarks. An ADU consultancy's pre-feasibility study indicates that up to four Accessory Dwelling Units can be added which would drive substantial income and appreciation. Up to 75% LTV conventional financing. Opportunity for future owner-occupancy and a low cost alternative to a single family home. Two one-bedroom/one-bathroom units and one two-bedroom/one-bathroom unit. All three units are large and have private yards and are occupied, providing steady rental income. Tremendous rental income upside upon unit turnover and renovation. There is a three vehicle car-port in the back of the property. Monthly rent: $7,300 (current), $10,000 (proforma). The strong rent growth, shortage of housing units, proximity to large Silicon Valley employers, and ADU potential make 321 Grand Boulevard an exceptional investment for both the cash flow and appreciation-minded investor. The adjacent triplex at 327 Grand Blvd and the fourplex at 315 Grand Blvd are also available for sale.

4 Beds ⋅ ML82022562 MLS

*Call for offers Thursday 10/16 at 11:00am.*Rare single story triplex consisting of a stand alone cottage and a duplex building on a large 7,631 SqFt lot in one of the Bay Area's most coveted submarkets. Located in close proximity to Downtown Burlingame, Downtown San Mateo, SFO and other landmarks. An ADU consultancy's pre-feasibility study indicates that up to four Accessory Dwelling Units can be added which would drive substantial income and appreciation. Up to 75% LTV conventional financing. Opportunity for future owner-occupancy and a low cost alternative to a single family home. Two one-bedroom/one-bathroom units and one two-bedroom/one-bathroom unit. All three units are large and have private yards and are occupied, providing steady rental income. Tremendous rental income upside upon unit turnover and renovation. There is a three vehicle car-port in the back of the property. Monthly rent: $7,300 (current), $10,000 (proforma). The strong rent growth, shortage of housing units, proximity to large Silicon Valley employers, and ADU potential make 321 Grand Boulevard an exceptional investment for both the cash flow and appreciation-minded investor. The adjacent triplex at 327 Grand Blvd and the fourplex at 315 Grand Blvd are also available for sale.

321 Grand BLVD, San Mateo

Listed by Ismael Benhamida, 408-373-6195 from Compass
(If provided) CoList: Hanna John Azar from Compass

Sold listing courtesy of Hanna John Azar from APR

$2,200,000

OFFERS DUE TUESDAY (30TH) BY 2PM - Extraordinary Spanish-style residence, where timeless architecture meets modern luxury. Surrounded by lush tropical landscaping: towering Windmill Palms, elegant Phoenix reclinate, and dramatic Giant Birds of Paradise, this home offers privacy and a breathtaking natural backdrop. Meticulously updated while honoring its vintage character, this 4-bed, 2.5-bath treasure showcases an enchanting interior courtyard, intricate tilework, curved walls, arched doorways, and stained-glass windows. Open kitchen, sunroom, and formal dining room flow seamlessly to the patio with a built-in propane BBQ, pergola, arched patio walls, and tranquil fountain. Upstairs, hardwood floors and a Juliet balcony add romance and charm, while the fourth bedroom doubles as a private home office. Additional highlights include wall niches, travertine tile, granite countertops, wood accents, luxury vinyl flooring, and a Sundance six-person spa. Located on a wide, tree-lined street between vibrant downtowns: San Mateo and Burlingame. Love the water? Coyote Point is moments away, offering the Bay Trail, sandy beaches, public golf, and endless waterfront recreation. A lifestyle as much as a home, blending timeless charm with modern convenience in the heart of the Bay Area.

4 Beds ⋅ 3 Baths ⋅ ML82022429 MLS

OFFERS DUE TUESDAY (30TH) BY 2PM - Extraordinary Spanish-style residence, where timeless architecture meets modern luxury. Surrounded by lush tropical landscaping: towering Windmill Palms, elegant Phoenix reclinate, and dramatic Giant Birds of Paradise, this home offers privacy and a breathtaking natural backdrop. Meticulously updated while honoring its vintage character, this 4-bed, 2.5-bath treasure showcases an enchanting interior courtyard, intricate tilework, curved walls, arched doorways, and stained-glass windows. Open kitchen, sunroom, and formal dining room flow seamlessly to the patio with a built-in propane BBQ, pergola, arched patio walls, and tranquil fountain. Upstairs, hardwood floors and a Juliet balcony add romance and charm, while the fourth bedroom doubles as a private home office. Additional highlights include wall niches, travertine tile, granite countertops, wood accents, luxury vinyl flooring, and a Sundance six-person spa. Located on a wide, tree-lined street between vibrant downtowns: San Mateo and Burlingame. Love the water? Coyote Point is moments away, offering the Bay Trail, sandy beaches, public golf, and endless waterfront recreation. A lifestyle as much as a home, blending timeless charm with modern convenience in the heart of the Bay Area.

829 N Idaho ST, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of David Kao from SXCW01

$1,308,000

Proudly presenting 933 S B Street, a rare opportunity to own a well-maintained duplex in the heart of San Mateo, just minutes from vibrant Downtown, Caltrain, and Central Park. This versatile property is ideal for investors seeking rental income, multi-generational living, or owner-occupiers looking to offset their mortgage. Each unit offers a cozy living room, dining area, gourmet kitchen, 2 bedrooms, 1 bathroom as well as in unit laundry. Step outside to discover the expansive backyard -a true highlight of the property. Whether you're entertaining guests, relaxing under the sun, or planting your dream garden, this outdoor space offers endless possibilities for enjoyment and personalization. Centrally located near top-rated schools, shopping, dining, and easy access to highways 101 and 92, this property combines lifestyle and investment appeal. Don't miss this exceptional duplex opportunity in one of San Mateo's most desirable neighborhoods!

4 Beds ⋅ 2 Baths ⋅ ML82022317 MLS

Proudly presenting 933 S B Street, a rare opportunity to own a well-maintained duplex in the heart of San Mateo, just minutes from vibrant Downtown, Caltrain, and Central Park. This versatile property is ideal for investors seeking rental income, multi-generational living, or owner-occupiers looking to offset their mortgage. Each unit offers a cozy living room, dining area, gourmet kitchen, 2 bedrooms, 1 bathroom as well as in unit laundry. Step outside to discover the expansive backyard -a true highlight of the property. Whether you're entertaining guests, relaxing under the sun, or planting your dream garden, this outdoor space offers endless possibilities for enjoyment and personalization. Centrally located near top-rated schools, shopping, dining, and easy access to highways 101 and 92, this property combines lifestyle and investment appeal. Don't miss this exceptional duplex opportunity in one of San Mateo's most desirable neighborhoods!

933 S B ST, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

$2,760,000

Located in the desirable Aragon neighborhood, this charming single-level home offers timeless appeal and everyday comfort. With 3 bedrooms, 2 bathrooms, and approximately 1,900 sq. ft. of living space on a generous 6,599 sq. ft. lot, it is designed for both relaxed living and easy entertaining. The inviting open floor plan includes a large living room, a sunlit dining room with soaring ceilings, and a kitchen with walk in pantry that flows seamlessly to the private backyard deck ideal for gatherings, play, or gardening. The spacious primary suite overlooks the backyard, creating a peaceful retreat, while two additional bedrooms provide flexibility for family, guests, or a home office. The expansive yard features a large deck, garden beds, and areas for dining and relaxation. Additional highlights include a two-car garage with extra storage, a setting on a beautiful tree-lined street, and a walkable location close to Baywood Elementary, Aragon High School, local parks, and vibrant downtown San Mateos shops and dining. Convenient commuter routes add to the homes appeal. Welcome home!

3 Beds ⋅ 2 Baths ⋅ ML82022144 MLS

Located in the desirable Aragon neighborhood, this charming single-level home offers timeless appeal and everyday comfort. With 3 bedrooms, 2 bathrooms, and approximately 1,900 sq. ft. of living space on a generous 6,599 sq. ft. lot, it is designed for both relaxed living and easy entertaining. The inviting open floor plan includes a large living room, a sunlit dining room with soaring ceilings, and a kitchen with walk in pantry that flows seamlessly to the private backyard deck ideal for gatherings, play, or gardening. The spacious primary suite overlooks the backyard, creating a peaceful retreat, while two additional bedrooms provide flexibility for family, guests, or a home office. The expansive yard features a large deck, garden beds, and areas for dining and relaxation. Additional highlights include a two-car garage with extra storage, a setting on a beautiful tree-lined street, and a walkable location close to Baywood Elementary, Aragon High School, local parks, and vibrant downtown San Mateos shops and dining. Convenient commuter routes add to the homes appeal. Welcome home!

505 Castilian WAY, San Mateo

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$1,850,000

There is something special about a home that feels warm the moment you step inside. Tucked just minutes from Central San Mateo, the location of this home cannot be over-emphasized as it sits just a few blocks from everything downtown has to offer. Soaring ceilings create a sense of openness and grandeur throughout this home, while abundant natural light highlights the craftsmanship and thoughtful design found throughout. Spec kitchen offers function and charm, truly the heart of the home. A place to cook favorite meals, bake cookies and gather around the supersized island to share stories of the week. The bedrooms provide your peaceful escape, with soft natural light and inviting spaces that make bedtime something to look forward to. Outside, the private yard becomes an extension of the home, perfect for play, BBQ, or simply enjoying a morning brew. And when its time for adventure, Central Park, local cafes, charming storefronts and neighborhood favorites are only minutes away. To cap off, a thoughtfully designed ADU adds both comfort and flexibility to your lifestyle. A private retreat with its own entrance, kitchen, and living area. Perfect for extended family, overnight guests, or even rental income. This home truly adapts to your needs today and for years to come.

4 Beds ⋅ 4 Baths ⋅ ML82022130 MLS

There is something special about a home that feels warm the moment you step inside. Tucked just minutes from Central San Mateo, the location of this home cannot be over-emphasized as it sits just a few blocks from everything downtown has to offer. Soaring ceilings create a sense of openness and grandeur throughout this home, while abundant natural light highlights the craftsmanship and thoughtful design found throughout. Spec kitchen offers function and charm, truly the heart of the home. A place to cook favorite meals, bake cookies and gather around the supersized island to share stories of the week. The bedrooms provide your peaceful escape, with soft natural light and inviting spaces that make bedtime something to look forward to. Outside, the private yard becomes an extension of the home, perfect for play, BBQ, or simply enjoying a morning brew. And when its time for adventure, Central Park, local cafes, charming storefronts and neighborhood favorites are only minutes away. To cap off, a thoughtfully designed ADU adds both comfort and flexibility to your lifestyle. A private retreat with its own entrance, kitchen, and living area. Perfect for extended family, overnight guests, or even rental income. This home truly adapts to your needs today and for years to come.

320 N Ellsworth AVE, San Mateo

Listed by Mani Singh Bhachu, 650-888-0098 from Coldwell Banker Realty
(If provided) CoList: Roger Dewes from Coldwell Banker Realty

Sold listing courtesy of Christopher Dawe from MOSAIK

$4,387,500

Perched for privacy and impressive views, this expansive 4-bedroom, 3.5-bathroom San Mateo Highlands home is a masterpiece of design. Gorgeous custom windows flood the open floor plan with natural light, highlighting the captivating, uninterrupted scenery. The resort-style hardscape extends the living space outdoors, featuring a custom-built, professional barbecue island with premium components. Durable, elegant stonework defines the patio and lounge areas, offering a seamless and chic transition for indoor-outdoor living. This property presents a sophisticated setting for both quiet enjoyment and stylish gatherings. This home's convenient location provides easy access to a wealth of local amenities. Enjoy proximity to top-rated schools, premier shopping centers, and scenic hiking trails. Commuting is a breeze with easy access to Highway 280, connecting you to either the Silicon Valley or San Francisco.

4 Beds ⋅ 4 Baths ⋅ ML82022116 MLS

Perched for privacy and impressive views, this expansive 4-bedroom, 3.5-bathroom San Mateo Highlands home is a masterpiece of design. Gorgeous custom windows flood the open floor plan with natural light, highlighting the captivating, uninterrupted scenery. The resort-style hardscape extends the living space outdoors, featuring a custom-built, professional barbecue island with premium components. Durable, elegant stonework defines the patio and lounge areas, offering a seamless and chic transition for indoor-outdoor living. This property presents a sophisticated setting for both quiet enjoyment and stylish gatherings. This home's convenient location provides easy access to a wealth of local amenities. Enjoy proximity to top-rated schools, premier shopping centers, and scenic hiking trails. Commuting is a breeze with easy access to Highway 280, connecting you to either the Silicon Valley or San Francisco.

2184 Cobblehill PL, San Mateo

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: Ola Cybulska from Compass

Sold listing courtesy of The Laugesen Team from KWPEN

$3,500,000

This timeless Spanish Mediterranean home, built in 1930, offers 2,710 sq. ft. of living space on a 7,317 sq. ft. lot in the heart of San Mateos coveted Baywood neighborhood. With three bedrooms, three bathrooms, and classic architectural details, the home embodies the character and craftsmanship of its era. The welcoming front courtyard leads into a stunning foyer filled with natural light, hardwood floors, high ceilings, and original period details. A spacious floor plan provides a wonderful opportunity for everyday living and entertaining, while the backyard retreat features a sparkling pool, patio, and attached garage. Lovingly maintained by the same family for many years, this home presents a rare opportunity to restore, update, or simply enjoy its authentic charm. Ideally located near top-rated schools, Downtown San Mateo, and Central Park, it offers both lifestyle and potential in one of the Peninsulas most sought-after communities.

3 Beds ⋅ 3 Baths ⋅ ML82022082 MLS

This timeless Spanish Mediterranean home, built in 1930, offers 2,710 sq. ft. of living space on a 7,317 sq. ft. lot in the heart of San Mateos coveted Baywood neighborhood. With three bedrooms, three bathrooms, and classic architectural details, the home embodies the character and craftsmanship of its era. The welcoming front courtyard leads into a stunning foyer filled with natural light, hardwood floors, high ceilings, and original period details. A spacious floor plan provides a wonderful opportunity for everyday living and entertaining, while the backyard retreat features a sparkling pool, patio, and attached garage. Lovingly maintained by the same family for many years, this home presents a rare opportunity to restore, update, or simply enjoy its authentic charm. Ideally located near top-rated schools, Downtown San Mateo, and Central Park, it offers both lifestyle and potential in one of the Peninsulas most sought-after communities.

353 Franklin ST, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$1,380,000

Split Level Opportunity! Situated on a corner lot in a convenient location, this "fixer" has real potential! Here are a few attributes: Â±2,097 SqFt Home (per Tax Records), Â±5,816 SqFt parcel (per Tax Records), 3 bedrooms, 2.5 bathrooms, split level floor plan highlights a 2/1 on the ground floor with a 1/1 above the attached garage, detached garage w/ bonus room, close in location: walk to Downtown San Mateo, Caltrain, shops and restaurants!

3 Beds ⋅ 3 Baths ⋅ ML82022061 MLS

Split Level Opportunity! Situated on a corner lot in a convenient location, this "fixer" has real potential! Here are a few attributes: Â±2,097 SqFt Home (per Tax Records), Â±5,816 SqFt parcel (per Tax Records), 3 bedrooms, 2.5 bathrooms, split level floor plan highlights a 2/1 on the ground floor with a 1/1 above the attached garage, detached garage w/ bonus room, close in location: walk to Downtown San Mateo, Caltrain, shops and restaurants!

314 E Santa Inez AVE, San Mateo

Listed by Gregory Terry, 650-678-1110 from Compass
(If provided) CoList: from

Sold listing courtesy of Cecilia Mu from CAFH

$3,270,000

Stunning updated architectural treasure! This spacious home blends elegance with thoughtful modern upgrades. The formal entry leads you to the light-filled living room that offers a warm & inviting fireplace and bay window. The crisp white chef's kitchen is a true culinary centerpiece, featuring a sub-zero fridge, built-in ovens, dual sinks, & abundant cabinetry and counter space, all anchored by a generous island & eating area. The expansive family room serves as a great gathering spot with an additional dining area with a built in bench, built-in book cases & extra storage to this lovely space. Open the Dutch-door from the family room to escape to a vibrant backyard oasis, rich with mature trees and colorful plantings. Two inviting sitting areas and a large built-in grill make it perfect for outdoor entertaining & dining. The main floor also features a cozy guest bedroom with a full bathroom, a charming half/bath in the hall and great laundry area w/lots of storage. Wait until you go upstairs and enter into the stunning primary suite that has a sitting area to enjoy the views of the bay and eastern hills, built-in cabinets add to this area, 3 closets and updated bathroom. 2 additional spacious bedrooms, updated bath & cozy study area. Near shopping and Beresford Park too!

4 Beds ⋅ 4 Baths ⋅ ML82022059 MLS

Stunning updated architectural treasure! This spacious home blends elegance with thoughtful modern upgrades. The formal entry leads you to the light-filled living room that offers a warm & inviting fireplace and bay window. The crisp white chef's kitchen is a true culinary centerpiece, featuring a sub-zero fridge, built-in ovens, dual sinks, & abundant cabinetry and counter space, all anchored by a generous island & eating area. The expansive family room serves as a great gathering spot with an additional dining area with a built in bench, built-in book cases & extra storage to this lovely space. Open the Dutch-door from the family room to escape to a vibrant backyard oasis, rich with mature trees and colorful plantings. Two inviting sitting areas and a large built-in grill make it perfect for outdoor entertaining & dining. The main floor also features a cozy guest bedroom with a full bathroom, a charming half/bath in the hall and great laundry area w/lots of storage. Wait until you go upstairs and enter into the stunning primary suite that has a sitting area to enjoy the views of the bay and eastern hills, built-in cabinets add to this area, 3 closets and updated bathroom. 2 additional spacious bedrooms, updated bath & cozy study area. Near shopping and Beresford Park too!

767 28th AVE, San Mateo

Listed by Arlene Sullivan, 650-703-1830 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$3,300,000

`Sweeping Bay Views on an oversized lot in San Mateo Hills. Unobstructed views of San Francisco, Bay Bridge, San Mateo Bridge, and Eastern Foothills highlight this 4bed, 3 bath, 2,640 sq ft home on a 15,450 sq ft lot. The main level features a bright living/dining room with vaulted ceilings, fireplace and deck ideal for morning coffee while watching the sunrise overlooking the bay. A sun filled, oversized kitchen with stainless appliances, gas cook top and large island are ideal for entertaining. The upper floor includes a primary suite with mesmerizing views, two bedrooms, and a hall bath. The lower level adds a large family room with a second fireplace and patio access, bedroom with separate exterior access, a full bathroom, office, an additional room ideal as a kitchenette. Lower level is perfect for an in-law unit. A gardeners delight, mature landscaping, fruit trees and a huge level yard offer an ADU or swimming pool potential. Minutes from Laurelwood Shopping Center, Downtown San Mateo, parks and major freeways - this move-in ready home offers breathtaking vistas and room to grow.

4 Beds ⋅ 3 Baths ⋅ ML82021562 MLS

`Sweeping Bay Views on an oversized lot in San Mateo Hills. Unobstructed views of San Francisco, Bay Bridge, San Mateo Bridge, and Eastern Foothills highlight this 4bed, 3 bath, 2,640 sq ft home on a 15,450 sq ft lot. The main level features a bright living/dining room with vaulted ceilings, fireplace and deck ideal for morning coffee while watching the sunrise overlooking the bay. A sun filled, oversized kitchen with stainless appliances, gas cook top and large island are ideal for entertaining. The upper floor includes a primary suite with mesmerizing views, two bedrooms, and a hall bath. The lower level adds a large family room with a second fireplace and patio access, bedroom with separate exterior access, a full bathroom, office, an additional room ideal as a kitchenette. Lower level is perfect for an in-law unit. A gardeners delight, mature landscaping, fruit trees and a huge level yard offer an ADU or swimming pool potential. Minutes from Laurelwood Shopping Center, Downtown San Mateo, parks and major freeways - this move-in ready home offers breathtaking vistas and room to grow.

990 31st AVE, San Mateo

Listed by Susan Wang, 650-888-2616 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Allen Nazari from PKLNC

$2,700,000

Welcome home to this inviting corner-lot residence on a charming tree-lined street. Offering 3 bedrooms and 2.5 bathrooms, including two primary suites upstairs and an additional bedroom on the main level, this home offers exceptional versatility and comfort. Entertain in the spacious living room with a warm fireplace and flow easily into the formal dining room. The well-appointed kitchen features new stainless-steel appliances, quartz counter tops and abundant cabinet space. There is a bonus room downstairs which is great for an office or playroom. The primary suite is a true retreat featuring dual walk-in closets and a luxurious ensuite with a jetted tub, dual vanity and separate stall shower. The second primary suite also offers a private bath and a spacious walk-in closet. High ceilings, elegant finishes, and the warm character flow throughout the living areas, creating a sense of openness and sophistication. This exceptional home blends comfort, style, and function an ideal retreat for both everyday living and entertaining.

3 Beds ⋅ 3 Baths ⋅ ML82021558 MLS

Welcome home to this inviting corner-lot residence on a charming tree-lined street. Offering 3 bedrooms and 2.5 bathrooms, including two primary suites upstairs and an additional bedroom on the main level, this home offers exceptional versatility and comfort. Entertain in the spacious living room with a warm fireplace and flow easily into the formal dining room. The well-appointed kitchen features new stainless-steel appliances, quartz counter tops and abundant cabinet space. There is a bonus room downstairs which is great for an office or playroom. The primary suite is a true retreat featuring dual walk-in closets and a luxurious ensuite with a jetted tub, dual vanity and separate stall shower. The second primary suite also offers a private bath and a spacious walk-in closet. High ceilings, elegant finishes, and the warm character flow throughout the living areas, creating a sense of openness and sophistication. This exceptional home blends comfort, style, and function an ideal retreat for both everyday living and entertaining.

441 Hobart AVE, San Mateo

Listed by Silvia Martinelli, 650-678-0886 from Realty World-Martinelli Properties
(If provided) CoList: from

Sold listing courtesy of David Couch from 7JLP0